title: Synthesis, spectroscopic and DFT studies of novel fluorescent dyes: 3-aminoimidazo[1,2-a]pyridines possessing 4-pyrone moieties.
abstract: A series of novel imidazo[1,2-a]pyridines possessing 4-pyrone ring were synthesized by three-component condensation of 4-pyrone carbaldehydes, 2-aminopyridines and isocyanides. Bismuth (III) chloride was used as a catalyst in these reactions and desired products were synthesized in good yields at a very short period of time under solvent free conditions. UV-Vis absorption and fluorescence emission spectra of these compounds were investigated. It shown that two of these compounds (10f and 10g) exhibit intense fluorescence in dichloromethane. Optimized ground-state molecular geometries and orbital distributions of these two fluorescent dyes were obtained using density functional theory (DFT). Thermogravimetric analysis and electrochemical properties of these compounds were also studied.
authors.affiliation: Department of Organic and Biochemistry, Faculty of Chemistry, University of Tabriz, Tabriz 5166614766, Iran. Electronic address: ashahrisa@yahoo.com.
authors.forename: Aziz
authors.initials: A
authors.lastname: Shahrisa
authors.forename: Kazem Dindar
authors.initials: KD
authors.lastname: Safa
authors.forename: Somayeh
authors.initials: S
authors.lastname: Esmati
mesh_terms: D004563:Electrochemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis*; D008958:Models, Molecular; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry*; D011753:Pyrones / Q000737:chemistry*; D011789:Quantum Theory; D012997:Solvents / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet
chemical_list: D005456:Fluorescent Dyes; D011725:Pyridines; D011753:Pyrones; D012997:Solvents
keywords: 4-Pyrone derivatives; Density functional theory (DFT); Fluorescence; Multicomponent reactions; UV–Vis spectra